Ethyl hydrogen malonate

Ethyl hydrogen malonate
  • CAS No.:1071-46-1
Other grades of this product :
Ethyl hydrogen malonate Basic information
Product Name:Ethyl hydrogen malonate
Synonyms:ETHYL HYDROGEN MALONATE;MONOETHYL MALONATE;3-ethoxy-3-oxapropanoic acid;Monoethyl malonic acid;3-ethoxy-3-oxo-propanoic acid;Ethyl hydrogen malonate, 90+%;Ethoxycarbonylacetic acid;Malonic acid 1-ethyl
CAS:1071-46-1
MF:C5H8O4
MW:132.11
EINECS:213-992-7
Product Categories:Thiophenes ,Thiazolines/Thiazolidines;Small molecule;API intermediates;C2 to C5;Carbonyl Compounds;Esters;bc0001
Mol File:1071-46-1.mol
Ethyl hydrogen malonate Chemical Properties
Melting point -13°C(lit.)
Boiling point 106.5 °C/3 mmHg (lit.)
density 1.119 g/mL at 25 °C (lit.)
refractive index n20/D 1.435(lit.)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Sparingly)
pkapK1:3.55 (25°C)
form Liquid
color Pale yellow
Water Solubility Miscible with water, chloroform and other solvents.
BRN 1758845
InChIKeyHGINADPHJQTSKN-UHFFFAOYSA-N
CAS DataBase Reference1071-46-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 29171900
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Ethyl hydrogen malonate Usage And Synthesis
Chemical PropertiesYellow liquid
UsesEthyl Hydrogen Malonate has been shown to impair brain mitochondrial succinate and malate transport. It is also found in the extract of Hericum erinaceus mushroom which shows antitumor effects in tumo r-bearing mice.
UsesEthyl hydrogen malonate is used as a reactant for the preparation of tetramic acids through Dieckmann ring closure and organocatalytic decarboxylative Doebner-Knoevenagel reactions. It is involved in the acylation reactions and Knoevenagel condensation with aldehydes. It is also used in the preparation of gamma-lactones from olefins by intermolecular carbolactonization in presence of Mn(III) acetate as a catalyst.
Synthesis Reference(s)Organic Syntheses, Coll. Vol. 4, p. 417, 1963Tetrahedron Letters, 26, p. 1411, 1985 DOI: 10.1016/S0040-4039(00)99058-0

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